Holiday rentals with outdoor seating in Chicago
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Chicago
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago outdoor seating rentals
Holiday House Rentals with Outdoor Seating
Home in Berwyn
4.92 out of 5 average rating, 237 reviewsPrivate apartment with retro vibe
7–14 Sep
Home in Chicago
4.95 out of 5 average rating, 171 reviewsParadise on the Park
6–13 Nov
Home in Chicago
4.98 out of 5 average rating, 205 reviewsWrigleyville Southport Studio
29 Oct – 5 Nov
Home in Chicago
4.96 out of 5 average rating, 316 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
2–9 Dec
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
26 Feb – 5 Mar
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
20–27 Jun
Home in Chicago
4.97 out of 5 average rating, 356 reviewsGreystone Haven in Logan Square
27 Jun – 4 Jul
Home in Joliet
4.84 out of 5 average rating, 158 reviewsCozy Private Cottage in the Cathedral District
11–18 Sep
Apartment rentals with outdoor seating
Apartment in Chicago
4.89 out of 5 average rating, 176 reviewsHistoric Chicago neighborhood flat
10–17 Nov
Apartment in Chicago
4.86 out of 5 average rating, 201 reviewsPrivate Queen Bedroom and En Suite Bath
3–10 Jul
Apartment in Chicago
4.89 out of 5 average rating, 473 reviewsiKlektik House Chicago / Robin
10–17 Dec
Apartment in Forest Park
4.93 out of 5 average rating, 584 reviewsPeaceful oasis in Forest Park
24–31 Aug
Apartment in Chicago
4.98 out of 5 average rating, 249 reviewsAndersonville Cozy 1 bedroom basement suite
26 Nov – 3 Dec
Apartment in Chicago
4.98 out of 5 average rating, 128 reviewsModern Apt with style & comfort in Pilsen Chicago
10–17 Jul
Apartment in Forest Park
5.0 out of 5 average rating, 219 reviewsLike a Treehouse!
5–12 Sep
Apartment in Chicago
4.96 out of 5 average rating, 162 reviews2BR Centrally Located in Cozy Hip Logan Square
29 Oct – 5 Nov
Condo rentals with outdoor seating
Condo in Chicago
4.9 out of 5 average rating, 135 reviewsEast Garfield Park 2 Bedroom
4–11 Jan
Condo in Chicago
4.88 out of 5 average rating, 234 reviews2 King Bed Condo Easy Downtown Free Street Parking
8–15 Sep
Condo in Chicago
4.96 out of 5 average rating, 118 reviewsPrivate hot tub - King bed suite - Free parking
12–19 Sep
Condo in Chicago
4.98 out of 5 average rating, 232 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
4–11 Jan
Condo in Oak Park
4.79 out of 5 average rating, 308 reviewsPeaceful Oak Park Condo Next to Green Line Metro
12–19 Oct
Condo in Chicago
4.91 out of 5 average rating, 120 reviewsSpacious & Modern Family Friendly North Center Apt
8–15 Mar
Condo in Chicago
4.9 out of 5 average rating, 190 reviewsA Stones Throw from U Chicago South Campus!
11–18 Jan
Condo in Chicago
4.96 out of 5 average rating, 112 reviewsBest Lincoln Square location. Spacious 2 bedroom
10–17 Jan
Quick stats about holiday rentals with outdoor seating in Chicago
Total rentals
2.5K properties
Rentals with dedicated workspaces
2K properties have a dedicated workspace
Rentals with a pool
280 properties have a pool
Pet-friendly rentals
890 properties allow pets
Family-friendly rentals
1.6K properties are a good fit for families
Total number of reviews
154K reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Rentals with outdoor seating United States
- Rentals with a hot tub Chicago
- Pet-friendly rentals Chicago
- Rentals with pools Chicago
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- Condo rentals Chicago
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- Rentals with outdoor seating Downtown Chicago
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- Rentals with outdoor seating Illinois
- Rentals with outdoor seating Cook County
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